When Kobe Bryant Lost to an Engineer at Basketball

My First MillionAbout 2 min readAug 14, 2025Watch original
THE SUMMARYAI-generated

Key Concepts:

  • Venture Capital (VC): Investing in early-stage companies with high growth potential.
  • Side Fund: A smaller investment fund managed alongside a larger, primary fund.
  • Stripe: A financial technology company that provides payment processing solutions.

Kobe Bryant's Interest in Venture Capital

The speaker, Matt, a lifelong Lakers fan, recounts how he was asked by a friend advising Kobe Bryant to have dinner with Kobe and explain venture capital. Matt and Chris met with Kobe, who showed a genuine interest in learning the details of VC. After the dinner, Kobe requested reading materials on the subject.

Matt's Blog Post and Kobe's Engagement

Matt compiled a blog post with information he thought Kobe would find useful. To his surprise, Kobe read the post and texted Matt at 2 a.m., expressing his engagement with the content.

San Francisco Tech Tour and Basketball Game at Twitter

Matt and Chris took Kobe to San Francisco for a tour of Twitter. During the visit, Kobe saw a basketball game (Papa Shot basketball) and decided to join in. He played against an engineer named Jimmy.

Kobe's Competitive Spirit

Kobe initially scored around 80 points, but Jimmy managed to score 82, causing the room to erupt in celebration. Matt remembers Kobe being visibly upset at losing, highlighting his intense competitive nature.

Side Fund with Kobe and Investment in Stripe

For a short period, Matt and Kobe collaborated on a side fund. They made two investments, one of which was in Stripe.

Conclusion

The anecdote illustrates Kobe Bryant's curiosity, dedication, and competitive spirit extending beyond basketball into the world of venture capital. It highlights his willingness to learn and his active engagement with new fields, as well as the early investment in Stripe through a side fund with Kobe.

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